HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86719164, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-Boc-N-methylethylenediamine | HCID 2756424 | — |
| Reactant | 4-[5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzoic acid | HCID 10491405 | — |
| Reactant | (1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate | HCID 75951468 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86719164 | HCID 86719164 | — |
Reaction Steps
To a suspension of 4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid (1 g, 3.87 mmol) in DCM (10 ml) was added COMU (1.825 g, 4.26 mmol) and DIPEA (0.812 ml, 4.65 mmol). The yellow solution was stirred for 2 min at rt and turned red. N-Boc-N-methyl-ethylenediamine (0.810 g, 4.65 mmol) was added and the reaction mixture was stirred at reflux for 1 hr, allowed to cool to rt and washed with water, saturated aqueous NH4Cl, and extracted with EtOAc. The organic layer was dried over Na2SO4 and the solvent was removed in vacuum. The final product was purified according to Method B in Examples 124-156 general method.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056843B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-38e2b722836b46d7a4cabfc2d09a877e |
| Source note | uspto-grants-2015_06 |